Madison Vacation Rentals

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Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Madison vacation rentals

Fridge, microwave, oven, stovetop

Dog-Friendly Retreat Near Wineries/Spire/GOTL

Dog-Friendly Retreat Near Wineries/Spire/GOTL
Madison-on-the-Lake
9.4 out of 10, Exceptional, (32 reviews)
"Great stay will be back again "
United States
andrea c.
The price is CA $134
CA $279 total
includes taxes & fees
May 12 - May 13
Dog-Friendly Retreat Near Wineries/Spire/GOTL
Free WiFi, bed sheets

Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat

Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat
Madison
9.6 out of 10, Exceptional, (4 reviews)
"This was an incredible stay for my wife and I. The cleanliness, quietness, and coziness was amazing. We will definitely be back for another anniversary stay. The multiple wineries around also help enhance the stay even more. You’re missing out if you don’t book this cabin. "
United States
Matthew
The price is CA $214
CA $243 total
includes taxes & fees
May 10 - May 11
Rustic-Chic Woodside Cabin w/ Hot Tub & Private Deck on 450-Acre Ohio Retreat
On the beach

LemonDrop Lake-Front Cottage

LemonDrop Lake-Front Cottage
Madison-on-the-Lake
10.0 out of 10, Exceptional, (15 reviews)
"Wife and I had a memorable stay at this charming cottage right on Lake Erie. The owners were extremely gracious and accommodating. Highly recommend for a relaxing get away!"
United Kingdom
Daniel C.
The price is CA $243
CA $395 total
includes taxes & fees
May 31 - Jun 1
LemonDrop Lake-Front Cottage
Outdoor spa tub

Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far

Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far
Madison
9.4 out of 10, Exceptional, (6 reviews)
"Super clean and cozy cabin! I can’t wait to stay again! "
United States
Alyssa T.
The price is CA $228
CA $257 total
includes taxes & fees
May 20 - May 21
Charming Woodside Cabin w/ Private Hot Tub & Scenic Trails at Standing Rock Far
TV, fireplace, stereo

SeaSide Lake-Front Cottage

SeaSide Lake-Front Cottage
Madison-on-the-Lake
10.0 out of 10, Exceptional, (12 reviews)
"The cottage is beautifully cared for and filled with little thoughtful details. The view is great and the location is perfect. We absolutely loved our stay and can't wait to go back!"
United States
Jocelyn S.
The price is CA $272
CA $427 total
includes taxes & fees
May 10 - May 11
SeaSide Lake-Front Cottage
Dining

Updated Cottage - Great Location Near Lake, Wineries, and SPIRE Institute!

Updated Cottage - Great Location Near Lake, Wineries, and SPIRE Institute!
Madison-on-the-Lake
10.0 out of 10, Exceptional, (4 reviews)
"Good location and a cute space. "
United States
Veronica K.
The price is CA $208
CA $448 total
includes taxes & fees
May 11 - May 12
Updated Cottage - Great Location Near Lake, Wineries, and SPIRE Institute!
Terrace/patio

Gorgeous Tent Rental Great for Glamping in Ohio

Gorgeous Tent Rental Great for Glamping in Ohio
Madison
The price is CA $171
CA $207 total
includes taxes & fees
May 12 - May 13
Gorgeous Tent Rental Great for Glamping in Ohio
Outdoor dining

Charming 2-bedroom house in delightful Madison with AC

Charming 2-bedroom house in delightful Madison with AC
Madison-on-the-Lake
The price is CA $261
CA $311 total
includes taxes & fees
May 12 - May 13
Charming 2-bedroom house in delightful Madison with AC
Outdoor spa tub

Vineyard View | Walk to Wineries & River| Hot Tub

Vineyard View | Walk to Wineries & River| Hot Tub
Madison
10.0 out of 10, Exceptional, (66 reviews)
"Great amenities and beautiful setting"
United States
Joyce L.
The price is CA $400
CA $657 total
includes taxes & fees
May 10 - May 11
Vineyard View | Walk to Wineries & River| Hot Tub
Exterior

Modern Lake Erie Cottage w/ Hot Tub Near Wineries

Modern Lake Erie Cottage w/ Hot Tub Near Wineries
Madison-on-the-Lake
9.6 out of 10, Exceptional, (28 reviews)
"Absolutely beautiful home! Would definitely recommend staying here during your stay in Madison/Geneva on the lake. Close to everything! Owners of the house were so nice and helpful! Would love to stay here again!"
United States
Brooke H.
The price is CA $273
CA $553 total
includes taxes & fees
May 14 - May 15
Modern Lake Erie Cottage w/ Hot Tub Near Wineries
Interior

Woodside Cabins w/ Hot Tub, Deck & Trails on Picturesque Wine Country Estate

Woodside Cabins w/ Hot Tub, Deck & Trails on Picturesque Wine Country Estate
Madison
10.0 out of 10, Exceptional, (1 review)
"The cabin was great, situated along the woods, lots of privacy, nice hot tub, cozy, very comfy king sized bed, an excellent getaway for a few days. Good places to walk, nice farm animals to pet, etc. "
United States
Rick
The price is CA $214
CA $243 total
includes taxes & fees
May 10 - May 11
Woodside Cabins w/ Hot Tub, Deck & Trails on Picturesque Wine Country Estate
Smart TV, fireplace

Luxury Lodge w/ Hot Tub, Fire Pit & Scenic Trails on 450-Acre Ohio Wine Country

Luxury Lodge w/ Hot Tub, Fire Pit & Scenic Trails on 450-Acre Ohio Wine Country
Madison
The price is CA $257
CA $291 total
includes taxes & fees
May 13 - May 14
Luxury Lodge w/ Hot Tub, Fire Pit & Scenic Trails on 450-Acre Ohio Wine Country
TV, fireplace, stereo

Tree-Top Lake-Front Cottage

Tree-Top Lake-Front Cottage
Madison-on-the-Lake
9.8 out of 10, Exceptional, (16 reviews)
"We met Dan shortly after we arrived and he was so very nice! We plan to return the next time we decide to vacation in the area. Everything about the cottage was incredible."
United States
Paul H.
The price is CA $272
CA $424 total
includes taxes & fees
May 12 - May 13
Tree-Top Lake-Front Cottage
Exterior

Woodside Ranch House w/ Hot Tub, Private Deck & Scenic Trails in Wine Country

Woodside Ranch House w/ Hot Tub, Private Deck & Scenic Trails in Wine Country
Madison
10.0 out of 10, Exceptional, (1 review)
"Would definitely stay again! Excellent value!"
United States
Alexandria N.
The price is CA $286
CA $325 total
includes taxes & fees
May 17 - May 18
Woodside Ranch House w/ Hot Tub, Private Deck & Scenic Trails in Wine Country
Property grounds

The Ford: Unique Group Retreat, 17 Private Acres + Waterfall, Wine Country

The Ford: Unique Group Retreat, 17 Private Acres + Waterfall, Wine Country
Madison
The price is CA $436
CA $1,027 total
includes taxes & fees
May 12 - May 13
The Ford: Unique Group Retreat, 17 Private Acres + Waterfall, Wine Country
Free WiFi, bed sheets

Cozy Woodside Cabins w/ Hot Tub, Private Deck & Scenic Trails in Wine Country

Cozy Woodside Cabins w/ Hot Tub, Private Deck & Scenic Trails in Wine Country
Madison
10.0 out of 10, Exceptional, (1 review)
"Everything about this places was great,from the online booking to the check-in process.The nature environment is so beautiful and the interiors decoration too.I love the whole experience,..im booking my next stay in a few days!"
United States
Dave B.
The price is CA $228
CA $257 total
includes taxes & fees
May 17 - May 18
Cozy Woodside Cabins w/ Hot Tub, Private Deck & Scenic Trails in Wine Country
Exterior

Cozy Rustic Cabin w/ Hot Tub & Scenic Trails in Ohio’s Wine Country

Cozy Rustic Cabin w/ Hot Tub & Scenic Trails in Ohio’s Wine Country
Madison
The price is CA $358
CA $405 total
includes taxes & fees
May 21 - May 22
Cozy Rustic Cabin w/ Hot Tub & Scenic Trails in Ohio’s Wine Country
Outdoor spa tub

Modern Farmhouse w/ Hot Tub, Lake Views & Scenic Trails in Ohio Wine Country

Modern Farmhouse w/ Hot Tub, Lake Views & Scenic Trails in Ohio Wine Country
Madison
10.0 out of 10, Exceptional, (1 review)
"Awesome place very clean and beautifully done. Will stay tgeee again "
United States
Henry T.
The price is CA $357
CA $406 total
includes taxes & fees
May 10 - May 11
Modern Farmhouse w/ Hot Tub, Lake Views & Scenic Trails in Ohio Wine Country
Exterior

Center Strip Location|Pet Friendly|Wi-Fi|A/C|Steps from Winery & Golf Course

Center Strip Location|Pet Friendly|Wi-Fi|A/C|Steps from Winery & Golf Course
Geneva
9.4 out of 10, Exceptional, (234 reviews)
"Great location, clean & cozy!"
United States
Michele
The price is CA $70
CA $212 total
includes taxes & fees
May 25 - May 26
Center Strip Location|Pet Friendly|Wi-Fi|A/C|Steps from Winery & Golf Course
Fridge, microwave, oven, stovetop

Chardonnay Cottage - GOTL Strip - Cozy & Quaint

Chardonnay Cottage - GOTL Strip - Cozy & Quaint
Geneva
9.8 out of 10, Exceptional, (13 reviews)
"Very cute & quaint. We absolutely loved it!"
United States
Magdalena
The price is CA $89
CA $302 total
includes taxes & fees
May 25 - May 26
Chardonnay Cottage - GOTL Strip - Cozy & Quaint
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Madison Hotel Reviews

The Lodge at Geneva

The Lodge at Geneva

10/10 Excellent
"Clean room and friendly staff. Love visiting and look forward to returning"
Vincent 2-night trip
Posted 11 hours ago
The Lodge at Geneva

Find out more about Madison

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Madison. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Madison?

Yes, you can find vacation rentals in Madison close to Rabbit Run Community Arts Association, or you can go with a secluded option if you want a relaxing stay. Madison is known for its wineries and theaters. Make sure you have time to check out the restaurants while you're in the area.

What's the top vacation rental in Madison?

Madison on the Lake Home with Lake Erie views & Pool in Wine Country!: Visitors give good reviews to this Madison vacation home rental, which is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a patio and a selection of games. Our travelers also rate Lakefront Property, Family Friendly and Pets Allowed as a favorite home for rent in Madison.

How many vacation rentals will I find in Madison?

With 30 Expedia vacation rentals, you're sure to find just the right place for your Madison stay.

What can I see and do in Madison?

Lake Erie and Hogback Ridge are a couple of scenic spots to enjoy the outdoors, whereas Rabbit Run Community Arts Association is one of the cultural attractions. While here, Laurentia Vineyard & Winery and Chalet Debonne Vineyards are other places worth a visit.

What are vacation rentals like in Madison?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Madison. Vacation rentals offer extras such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for family trips or small group gatherings.